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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 7473Erstellt: 24. Oktober 2026

Acetic Anhydride → 4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxycinnoline

https://huagongshe.com/de/reaction/7473

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
Edukt7-Benzyloxy-4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxycinnolineHCID 21991047—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelPyridineHCID 1049—
Produkt4-(5-Acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxycinnolineHCID 21991032—

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

Acetic anhydride (920 μl, 9.7 mmol) and 4-dimethylaminopyridine (80 mg, 0.65 mmol) were added to a suspension of 7-benzyloxy-4-(4-chloro-2-fluoro-5-hydroxyanilino)-6-methoxycinnoline (3 g, 6.5 mmol), (prepared as described in Example 6), in pyridine (50 ml). After heating at 110° C. for 25 minutes, the solid was filtered off, washed with water and ether and dried under vacuum. The solid was suspended in 2M ethereal hydrogen chloride and the volatiles removed by evaporation to give 4-(5-acetoxy-4-chloro-2-fluoroanilino)-7-benzyloxy-6-methoxycinnoline as the hydrochloride salt (yellow solid, 3.1 g, 94%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087602B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-86f02a2df9b34f72ae5e90ef9abd5f91
Quellennotizuspto-grants-2006_08